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| 1/16/2019 | Tulsa Expo Raceway - Tulsa, OK Racing Night 3 Midgets: Chili Bowl Nationals | Results | | Chris Windom (Midgets) | 1st | 4th | - | 23rd (DNF) |
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| 1/19/2019 | Tulsa Expo Raceway - Tulsa, OK Racing Night 6 Midgets: Chili Bowl Nationals | Results | | Chris Windom (Midgets) | - | - | - | - |
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| 2/8/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | - | - | - | 3rd |
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| 2/9/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | 2nd | - | - | 9th |
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| 2/14/2019 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 1st |
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| 2/15/2019 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 21st |
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| 2/16/2019 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 3/9/2019 | Southern Illinois Center - Duquoin, IL Midgets: USAC National Midgets Winged Outlaw | Results | | Chris Windom (Midgets) | 4th | - | 4th | 9th |
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| 4/5/2019 | Kokomo Speedway - Kokomo, IN Kokomo Grand Prix Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 4th | - | - | 3rd |
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| 4/6/2019 | Kokomo Speedway - Kokomo, IN Kokomo Grand Prix Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 2nd | - | - | 6th |
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| 4/12/2019 | Bloomington Speedway - Bloomington, IN Larry Rice Classic 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 7th | - | 2nd | 9th |
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| 5/5/2019 | Kokomo Speedway - Kokomo, IN King of Kokomo Hobby Stocks, 410 Sprints - Non-Winged, Hornets | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 1st |
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| 5/10/2019 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 4th |
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| 5/17/2019 | Tri City Speedway - Granite City, IL Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars B Modifieds, Non-Winged Sprints | Results | | Chris Windom (Midgets) | 2nd | - | - | 12th | | Chris Windom (B Modifieds) | - | - | - | - | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 1st |
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| 5/22/2019 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 2nd |
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| 6/4/2019 | Montpelier Motor Speedway - Montpelier, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 4th | - | - | 10th |
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| 6/5/2019 | Gas City I-69 Speedway - Gas City, IN Midgets: USAC National Midgets Winged Outlaw, Non-Wing Outlaw, 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 10th | - | 14th | 9th |
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| 6/6/2019 | Lincoln Park Speedway - Putnamville, IN USAC MIDGET WEEK Midgets: USAC National Midgets 410 Sprints - Non-Winged, Lightning Sprints | Results | | Chris Windom (Midgets) | 4th | - | - | 5th |
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| 6/7/2019 | Bloomington Speedway - Bloomington, IN Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | 4th | - | - | 4th |
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| 6/8/2019 | Lawrenceburg Speedway - Lawrenceburg, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 4th | - | - | 1st |
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| 6/9/2019 | Kokomo Speedway - Kokomo, IN USAC Midget Week Midgets: USAC National Midgets 410 Sprints - Non-Winged | Rain Out |
| 6/11/2019 | Grandview Speedway - Bechtelsville, PA Eastern Storm Tour 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 3rd |
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| 6/12/2019 | Bridgeport Motorsports Park - Bridgeport, NJ Eastern Storm Tour 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 5th | - | - | 8th |
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| 6/15/2019 | Port Royal Speedway - Port Royal, PA Eastern Storm Tour 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 2nd |
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| 6/29/2019 | Dirt Oval at Route 66 - Joliet, IL 410 Sprints - Winged: IRA Interstate Racing Association with All Star Circuit of Champions Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | 2nd | - | - | 4th |
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| 7/5/2019 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 2nd | | Chris Windom (Non-Winged Sprints) | 3rd | - | - | 2nd |
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| 7/6/2019 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints 410 Sprints - Winged, 305 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th | | Chris Windom (Non-Winged Sprints) | 3rd | - | - | 5th |
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| 7/9/2019 | Red Dirt Raceway - Meeker, OK Joker Series - No National Points Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Chris Windom (Midgets) | 2nd | - | - | 3rd |
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| 7/10/2019 | Mitchell County Fairgrounds Raceway - Beloit, KS Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | - | - | - | - |
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| 7/12/2019 | Jefferson County Speedway - Fairbury, NE Midwest Midget Championship at Jefferson County Speedway - Night 1 Midgets: USAC National Midgets Pro Super Twins, 230 Stock | Results | | Chris Windom (Midgets) | 5th | - | - | 3rd |
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| 7/13/2019 | Jefferson County Speedway - Fairbury, NE Midwest Midget Championship at Jefferson County Speedway - Finale Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 3rd | - | - | 9th |
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| 7/17/2019 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 7/18/2019 | Gas City I-69 Speedway - Gas City, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars Winged Outlaw, Non-Wing Outlaw | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 3rd |
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| 7/19/2019 | Plymouth Speedway - Plymouth, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars Stock Non-Wing | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 6th |
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| 7/20/2019 | Kokomo Speedway - Kokomo, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars TQ Midgets | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 1st |
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| 7/21/2019 | Lawrenceburg Speedway - Lawrenceburg, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 2nd |
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| 7/24/2019 | Terre Haute Action Track - Terre Haute, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 7/25/2019 | Lincoln Park Speedway - Putnamville, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars Super Stocks | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 10th |
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| 7/26/2019 | Bloomington Speedway - Bloomington, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 21st |
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| 7/27/2019 | Tri-State Speedway - Haubstadt, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 21st |
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| 7/30/2019 | Grandview Speedway - Bechtelsville, PA Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | 3rd | - | - | 1st |
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| 7/31/2019 | Action Track USA - Kutztown, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 3rd | - | - | 3rd |
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| 8/1/2019 | Path Valley Speedway Park - Spring Run, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 4th | - | - | 2nd |
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| 8/2/2019 | Linda's Speedway - Jonestown, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 2nd | - | - | 4th |
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| 8/3/2019 | Clyde Martin Mem. Speedway - Schaefferstown, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 1st | 3rd | - | 6th |
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| 8/21/2019 | Kokomo Speedway - Kokomo, IN 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | 1st | 10th |
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| 8/22/2019 | Kokomo Speedway - Kokomo, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 6th | - | 2nd | 7th |
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| 8/23/2019 | Kokomo Speedway - Kokomo, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 8th |
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| 8/24/2019 | Kokomo Speedway - Kokomo, IN 410 Sprints - Non-Winged: USAC National Sprint Cars with BOSS Buckeye Outlaw Sprint Series | Results | | Chris Windom (410 Sprints - Non-Winged) | 6th | - | 1st | 8th |
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| 9/4/2019 | The Dirt Track At Indianapolis Motor Speedway - Indianapolis, IN Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | 2nd | - | - | - |
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| 9/5/2019 | The Dirt Track At Indianapolis Motor Speedway - Indianapolis, IN Midgets: USAC National Midgets | Results | | Chris Windom (Midgets) | - | - | - | - |
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| 9/13/2019 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | 1st | 4th |
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| 9/14/2019 | Tri-State Speedway - Haubstadt, IN The Haubstadt Hustler 410 Sprints - Non-Winged: USAC National Sprint Cars with Midwest Sprint Car Series MSCS | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 9/19/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Chris Windom (Non-Winged Sprints) | 1st | - | - | 3rd |
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| 9/21/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Chris Windom (Non-Winged Sprints) | - | - | - | 1st |
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| 9/26/2019 | Gas City I-69 Speedway - Gas City, IN 410 Sprints - Non-Winged: USAC National Sprint Cars Winged Outlaw, Non-Wing Outlaw | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 1st |
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| 9/28/2019 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: All Star Circuit of Champions Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars Silver Crown: USAC Silver Crown | Results | | Chris Windom (Midgets) | 2nd | - | - | 6th | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 2nd | | Chris Windom (Silver Crown) | - | - | - | 6th |
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| 10/5/2019 | Lawrenceburg Speedway - Lawrenceburg, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 8th | - | 1st | 5th |
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| 10/17/2019 | Wayne County Speedway - Wayne City, IL Midgets: USAC National Midgets Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Chris Windom (Midgets) | 3rd | - | - | 6th |
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| 10/19/2019 | Tri-State Speedway - Haubstadt, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged: Midwest Sprint Car Series MSCS | Results | | Chris Windom (Midgets) | 1st | - | - | 11th |
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| 11/7/2019 | Perris Auto Speedway - Perris, CA 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC National Sprint Cars, USAC CRA Sprint Car Series 360 Sprints - Non-Winged: USAC Southwest | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 2nd |
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| 11/8/2019 | Perris Auto Speedway - Perris, CA 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC National Sprint Cars, USAC CRA Sprint Car Series 360 Sprints - Non-Winged: USAC Southwest | Results | | Chris Windom (410 Sprints - Non-Winged) | 9th | - | 1st | 25th |
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| 11/9/2019 | Perris Auto Speedway - Perris, CA 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC National Sprint Cars, USAC CRA Sprint Car Series 360 Sprints - Non-Winged: USAC Southwest | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 2nd |
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| 11/15/2019 | Arizona Speedway - Queen Creek, AZ 52nd Western World Championship Midgets: USAC National Midgets with USAC Western Midgets 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC National Sprint Cars 360 Sprints - Non-Winged: USAC Southwest | Results | | Chris Windom (Midgets) | 2nd | - | - | 7th | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 20th |
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| 11/16/2019 | Arizona Speedway - Queen Creek, AZ 52nd Western World Championship Midgets: USAC National Midgets with USAC Western Midgets 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC National Sprint Cars 360 Sprints - Non-Winged: USAC Southwest A Modifieds | Results | | Chris Windom (Midgets) | 10th (DNF) | - | 1st | 7th | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 4th |
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| 11/19/2019 | Placerville Speedway - Placerville, CA Midgets: USAC National Midgets with USAC Western Midgets Economy Midgets: Northwest Focus Midget Series | Results | | Chris Windom (Midgets) | 7th | - | 6th | - |
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| 11/20/2019 | Placerville Speedway - Placerville, CA Midgets: USAC National Midgets with USAC Western Midgets Economy Midgets: Northwest Focus Midget Series | Results | | Chris Windom (Midgets) | 1st | - | 3rd | 13th |
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| 11/23/2019 | Bakersfield Speedway - Bakersfield, CA Midgets: USAC National Midgets with USAC Western Midgets | Results | | Chris Windom (Midgets) | 1st | - | - | 16th |
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| 11/28/2019 | Ventura Raceway - Ventura, CA Midgets: USAC National Midgets with USAC Western Midgets 360 Sprints - Non-Winged: USAC West Coast Sprint Cars | Results | | Chris Windom (Midgets) | 12th | - | - | 14th |
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| 12/19/2019 | The Dome at America's Center - St. Louis, MO 4th annual Arizona Sport Shirts Gateway Dirt Nationals presented by O’Reilly Auto Parts Midgets, Dirt Super Late Models, A Modifieds | Results | | Chris Windom (Midgets) | 1st | - | - | 4th |
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| 12/21/2019 | The Dome at America's Center - St. Louis, MO 4th annual Arizona Sport Shirts Gateway Dirt Nationals presented by O’Reilly Auto Parts Midgets, Dirt Super Late Models, A Modifieds | Results | | Chris Windom (Midgets) | - | - | 1st | 2nd |
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